(2R,4R,5R)-5-(3-hydroxypropyl)-4-[(4-methoxybenzyloxy)methyl]-2-phenyl-1,3-dioxane

Base Information

Chemical Name:(2R,4R,5R)-5-(3-hydroxypropyl)-4-[(4-methoxybenzyloxy)methyl]-2-phenyl-1,3-dioxane
CAS No.:854490-28-1
Molecular Formula:C₂₂H₂₈O₅
Molecular Weight:372.461
Hs Code.:

Synonyms:(2R,4R,5R)-5-(3-hydroxypropyl)-4-[(4-methoxybenzyloxy)methyl]-2-phenyl-1,3-dioxane

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Chemical Property of (2R,4R,5R)-5-(3-hydroxypropyl)-4-[(4-methoxybenzyloxy)methyl]-2-phenyl-1,3-dioxane

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Technology Process of (2R,4R,5R)-5-(3-hydroxypropyl)-4-[(4-methoxybenzyloxy)methyl]-2-phenyl-1,3-dioxane

There total 4 articles about (2R,4R,5R)-5-(3-hydroxypropyl)-4-[(4-methoxybenzyloxy)methyl]-2-phenyl-1,3-dioxane which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 86.0%

: 854490-27-0
(2R,4R,5R)-4-[(4-methoxybenzyloxy)methyl]-2-phenyl-5-(prop-2-enyl)-1,3-dioxane

: 854490-28-1
(2R,4R,5R)-5-(3-hydroxypropyl)-4-[(4-methoxybenzyloxy)methyl]-2-phenyl-1,3-dioxane

Guidance literature:: (2R,4R,5R)-4-[(4-methoxybenzyloxy)methyl]-2-phenyl-5-(prop-2-enyl)-1,3-dioxane; With dimethylsulfide borane complex; In tetrahydrofuran; at 0 ℃; for 2.5h;

With sodium hydroxide; dihydrogen peroxide; In tetrahydrofuran; water; at 0 ℃; for 1h;
DOI:10.1021/ol0507625

Reference yield:

: 854490-26-9
(2R,4R,5R)-4-hydroxymethyl-2-phenyl-5-(prop-2-enyl)-1,3-dioxane

: 854490-28-1
(2R,4R,5R)-5-(3-hydroxypropyl)-4-[(4-methoxybenzyloxy)methyl]-2-phenyl-1,3-dioxane

Guidance literature:: Multi-step reaction with 2 steps

1.1: 97 percent / NaH / dimethylformamide / 3.5 h / 0 °C

2.1: BH₃*SMe₂ complex / tetrahydrofuran / 2.5 h / 0 °C

2.2: 86 percent / NaOH; H₂O₂ / H₂O; tetrahydrofuran / 1 h / 0 °C

With dimethylsulfide borane complex; sodium hydride; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1021/ol0507625

Reference yield:

: 1125-88-8
benzaldehyde dimethyl acetal

: 854490-28-1
(2R,4R,5R)-5-(3-hydroxypropyl)-4-[(4-methoxybenzyloxy)methyl]-2-phenyl-1,3-dioxane

Guidance literature:: Multi-step reaction with 3 steps

1.1: 3.52 g / Amberlyst 15 / CH₂Cl₂

2.1: 97 percent / NaH / dimethylformamide / 3.5 h / 0 °C

3.1: BH₃*SMe₂ complex / tetrahydrofuran / 2.5 h / 0 °C

3.2: 86 percent / NaOH; H₂O₂ / H₂O; tetrahydrofuran / 1 h / 0 °C

With Amberlyst 15; dimethylsulfide borane complex; sodium hydride; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ol0507625